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Chapter 28: Question 28.56 (page 1149)

Which d-aldopentoses are reduced to optically inactive alditols using NaBH4,CH3OH?

Short Answer

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Answer

D-ribose and D-xylose are the two d-aldopentose that reduce to optically inactive alditols usingNaBH4,CH3OH .

Step by step solution

01

Optically inactive compound

The compound is inactive which means it is incapable of rotation of the plane-polarized light of plane, i.e., achiral compound. Aldopentose is a type of sugar that contains the aldehyde group.

02

D-ribose

D-ribose treated with NaBH4 followed by CH3OHforms a compound which forms an optically inactive alditol.

Reduction of D-ribose to optically inactive alditol

03

D-xylose

D-xylose treated with NaBH4 followed byCH3OH forms a compound which forms an optically inactive alditol.

Reduction of D-xylose to optically inactive alditol

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Most popular questions from this chapter

Draw a Haworth projection for each compound using the structures in Figures 28.4 and 28.5.

Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.

a. Label all glycoside bonds.

c. What products are formed when stachyose is hydrolyzed with H3O+?

d. Is stachyose a reducing sugar?

e. What product is formed when stachyose is treated with excess CH3I, Ag2O?

f. What products are formed when the product in (e) is treated with H3O+?

What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl:

(a) 尾-D-Mannose; (b)伪-D-glucose ; (c) 尾-D-fructose ?

(a) Why can鈥檛 two purine bases (A and G) form a base pair and hydrogen bond to each other on two strands of DNA in the double helix? (b) Why is hydrogen bonding between guanine and cytosine more favorable than hydrogen bonding between guanine and thymine?

Convert each cyclic monosaccharide into its acyclic form.

(a.)

(b.)

(c.)

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